Dating characters has been a key component in thePersonaseries ever sincePersona 3.Whether they’re in the player’s party or are one of the social links, there’s a lot to love. The romances inPersona 5, in particular, are incredibly beloved thanks to the assortment ofcolorful personalities. These romances get further expanded during the Hawaii trip.
However, only certainPersona 5charactersare available to date. As such, the fandom is bound to debate which date is the best. Taking into account a variety of factors, from the items gained to the character dynamics at play, this is a ranking of every possiblePersona 5Hawaii datethat players can enjoy. Everyone may have their personal favorites, but players who care about both writing and gameplay benefits should go for the best reward they can enjoy during this vacation.
Updated Jul 15, 2025, by Ritwik Mitra:Persona 5 Royal is one of the best JRPGs of all time. Players live out the life of a high school student in Japan who attains mysterious powers that let him and his friends break into the minds of people and force them to undergo a change of heart. The most heinous adults around are humbled by the Phantom Thieves as they enjoy their lives as high school students. One highlight in the game comes in the form of the characters going to Hawaii to enjoy a vacation. While enjoying their time here, players have the option to hang out with four potential Confidants. This can make for a great time as they further their relationships with these characters on aHawaii date inPersona 5 Hawaiiand obtain some valuable rewards for their efforts.
5Ryuji, Yusuke, & Mishima
The Comedic Option
Admittedly, this can arguably be the best choice depending on the player. Instead of going on a proper date, Joker decides to hang out withRyuji, Yusuke, and Mishima. During this time, they will flirt with some girls on the beach with little success. However, the end result is an incredibly hilarious and fun time with the boys in Hawaii. This is especially nice considering what these characters have gone through.
Yusuke, in particular, had issues with his father figure and Joker has been accused of hurting a high-ranking political candidate. So seeing these characters hang out and have a fun time is very pleasant. That being said, the player doesn’t receive any items from this hangout, in sharp contrast to what the other characters can give to Joker.
4Ann Takamaki
Gift Received: Menehune Dolls
Ann Takamaki isthe third confidant the player gets inPersona 5. She can get along with virtually anyone thanks to her personality, and she has an incredibly strong sense of justice. However, her beautiful looks often got her into trouble, whether through Kamoshida or people assuming her to be something that she wasn’t.
As such, her social links often deal with her modeling gig as well as what it means to have a strong heart. If the player dates her or is at least able to get her to level 9, players will be offered a pair of Menehune dolls. This will grant the players +20 SP. Although it looks promising, the fact that the player ends up getting better items that offer similar bonuses makes the date less than ideal.
3Sadayo Kawakami
Gift Received: Hawaiian Ring
Sadayo Kawakamiis Joker’s homeroom teacher inPersona 5. She’s always exhausted from her jobs, although she is a genuine person who loves to teach others. Outside of being a teacher, she also acts as a maid who helps ease Joker’s worries, whether it is by making coffee for him, making curry, or giving him a massage after maxing out the confidant.
However, she deals with a lot of guilt due to her previous student dying in a car crash, and is working hard to give the student’s family money. Once the player goes on a date with her in Hawaii, they are offered a Hawaiian ring that has the initials of Kawakami and Joker. The ring allows the player evasion on all bless skills so long as they are non-instakills. However, in order to get this, the player must be at max rank.
2Hifumi Togo
Gift Received: Honu Charm
Hifumi Togo, also known as the shogi queen, is aPersona 5confidantwhose story focuses on her confidence as a player. As she’s trying to become a professional like her father, it becomes a problem when she learns that her mother is fixing matches for her. As a result, the player has to effect a change of heart in her mother to finish up the confidant. During the Hawaii trip, she is the only female character that isn’t from Shujin Academy and also isn’t a teacher.
As a result, the player is able to hang out with her during the Hawaii trip from at least level 5, which makes receiving her gift a bit easier when compared to Kawakami. The item gained is a Honu charm, which offers the player a dodge curse ability that is incredibly strong.
1Makoto Niijima
Gift Received: Tiki Keychain
Makoto Niijima is aPersona 5party memberthat the player recruits during the Kaneshiro Palace arc. She’s an incredibly serious person, and she is dedicated to taking care of her fellow colleagues, driven by a desire to be as good as her older sister. Once she is recruited, she acts almost like the second-in-command of the Phantom Thieves. This shows in her presence, fighting style, and personality. But aside from her stoicism, she can have her funny moments.
When it comes to her social link, it’s all about her standing up for her ideals and dispensing justice wherever the opportunity arises. This is prevalent when she’s helping a classmate deal with the problems that they are facing. Helping gives Joker the chance to date her. One of the best things about Makoto Niijima is that players can just hang out with her at around rank 5. However, the player must get the relationship to rank 9 in order to get the item: a tiki keychain that has Divine Grace, which increases healing by 50%.
